data_CWK
# 
_chem_comp.id                                    CWK 
_chem_comp.name                                  "3'-chloro-4'-(alpha-D-mannopyranosyloxy)biphenyl-4-carbonitrile" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H18 Cl N O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-03-10 
_chem_comp.pdbx_modified_date                    2015-02-20 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        391.802 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CWK 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        4CST 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
CWK CL  CL  CL 0 0 N N N -4.897  11.066 9.972  0.384  -2.969 0.973  CL  CWK 1  
CWK C1  C1  C  0 1 N N R -2.284  7.742  9.991  2.561  0.089  -1.284 C1  CWK 2  
CWK O1  O1  O  0 1 N N N -3.285  8.761  10.117 1.803  -0.877 -0.555 O1  CWK 3  
CWK C2  C2  C  0 1 N N S -1.059  8.436  9.492  3.987  -0.429 -1.490 C2  CWK 4  
CWK O2  O2  O  0 1 N N N -0.058  7.440  9.406  4.731  0.513  -2.265 O2  CWK 5  
CWK C3  C3  C  0 1 N N S -1.352  9.046  8.083  4.657  -0.612 -0.124 C3  CWK 6  
CWK O3  O3  O  0 1 N N N -0.102  9.577  7.571  6.012  -1.025 -0.308 O3  CWK 7  
CWK C4  C4  C  0 1 N N S -1.831  7.964  7.142  4.626  0.722  0.629  C4  CWK 8  
CWK O4  O4  O  0 1 N N N -2.181  8.586  5.899  5.184  0.546  1.933  O4  CWK 9  
CWK C5  C5  C  0 1 N N R -3.075  7.338  7.726  3.176  1.196  0.753  C5  CWK 10 
CWK O5  O5  O  0 1 N N N -2.784  6.767  9.022  2.602  1.315  -0.551 O5  CWK 11 
CWK C6  C6  C  0 1 N N N -3.618  6.159  6.900  3.141  2.557  1.451  C6  CWK 12 
CWK O6  O6  O  0 1 N N N -2.644  5.130  6.771  1.784  2.945  1.671  O6  CWK 13 
CWK CAA CAA C  0 1 Y N N -4.540  8.478  10.545 0.463  -0.671 -0.466 CAA CWK 14 
CWK CAB CAB C  0 1 Y N N -4.980  7.247  11.029 -0.108 0.440  -1.071 CAB CWK 15 
CWK CAC CAC C  0 1 Y N N -6.321  7.137  11.439 -1.468 0.653  -0.982 CAC CWK 16 
CWK CAD CAD C  0 1 Y N N -7.188  8.238  11.383 -2.270 -0.250 -0.285 CAD CWK 17 
CWK CAE CAE C  0 1 Y N N -6.718  9.447  10.914 -1.694 -1.367 0.321  CAE CWK 18 
CWK CAF CAF C  0 1 Y N N -5.391  9.572  10.555 -0.334 -1.577 0.225  CAF CWK 19 
CWK CAG CAG C  0 1 Y N N -8.559  8.181  11.779 -3.732 -0.024 -0.189 CAG CWK 20 
CWK CAH CAH C  0 1 Y N N -9.164  7.020  12.243 -4.532 -0.929 0.509  CAH CWK 21 
CWK CAI CAI C  0 1 Y N N -10.513 7.012  12.615 -5.890 -0.720 0.600  CAI CWK 22 
CWK CAJ CAJ C  0 1 Y N N -11.289 8.145  12.543 -6.466 0.399  -0.007 CAJ CWK 23 
CWK CAK CAK C  0 1 Y N N -10.721 9.311  12.098 -5.663 1.305  -0.706 CAK CWK 24 
CWK CAL CAL C  0 1 Y N N -9.382  9.310  11.731 -4.305 1.097  -0.790 CAL CWK 25 
CWK CAN CAN C  0 1 N N N -12.681 8.100  12.942 -7.878 0.618  0.086  CAN CWK 26 
CWK NAO NAO N  0 1 N N N -13.786 8.053  13.261 -8.998 0.791  0.160  NAO CWK 27 
CWK H1  H1  H  0 1 N N N -2.082  7.261  10.959 2.094  0.261  -2.254 H1  CWK 28 
CWK H5  H5  H  0 1 N N N -3.860  8.103  7.815  2.605  0.473  1.336  H5  CWK 29 
CWK H2  H2  H  0 1 N N N -0.768  9.240  10.184 3.955  -1.386 -2.011 H2  CWK 30 
CWK HO2 HO2 H  0 1 N N N 0.750   7.829  9.091  4.360  0.681  -3.142 HO2 CWK 31 
CWK H3  H3  H  0 1 N N N -2.112  9.836  8.174  4.119  -1.368 0.448  H3  CWK 32 
CWK HO3 HO3 H  0 1 N N N -0.247  9.957  6.712  6.107  -1.861 -0.785 HO3 CWK 33 
CWK H4  H4  H  0 1 N N N -1.048  7.203  7.005  5.207  1.463  0.081  H4  CWK 34 
CWK HO4 HO4 H  0 1 N N N -2.486  7.925  5.289  6.101  0.242  1.931  HO4 CWK 35 
CWK H61 H61 H  0 1 N N N -4.508  5.750  7.400  3.658  2.487  2.408  H6  CWK 36 
CWK H62 H62 H  0 1 N N N -3.894  6.520  5.898  3.635  3.299  0.825  H6A CWK 37 
CWK HO6 HO6 H  0 1 N N N -3.003  4.416  6.258  1.686  3.801  2.111  HO6 CWK 38 
CWK HAB HAB H  0 1 N N N -4.310  6.402  11.088 0.513  1.140  -1.610 HAB CWK 39 
CWK HAC HAC H  0 1 N N N -6.689  6.189  11.803 -1.911 1.518  -1.452 HAC CWK 40 
CWK HAE HAE H  0 1 N N N -7.385  10.292 10.828 -2.312 -2.068 0.862  HAE CWK 41 
CWK HAH HAH H  0 1 N N N -8.585  6.111  12.318 -4.087 -1.794 0.978  HAH CWK 42 
CWK HAI HAI H  0 1 N N N -10.956 6.092  12.968 -6.509 -1.421 1.140  HAI CWK 43 
CWK HAK HAK H  0 1 N N N -11.306 10.216 12.034 -6.107 2.170  -1.176 HAK CWK 44 
CWK HAL HAL H  0 1 N N N -8.950  10.238 11.387 -3.684 1.799  -1.326 HAL CWK 45 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
CWK CL  CAF SING N N 1  
CWK C1  O1  SING N N 2  
CWK C1  C2  SING N N 3  
CWK C1  O5  SING N N 4  
CWK C1  H1  SING N N 5  
CWK O1  CAA SING N N 6  
CWK C2  O2  SING N N 7  
CWK C2  C3  SING N N 8  
CWK C2  H2  SING N N 9  
CWK O2  HO2 SING N N 10 
CWK C3  O3  SING N N 11 
CWK C3  C4  SING N N 12 
CWK C3  H3  SING N N 13 
CWK O3  HO3 SING N N 14 
CWK C4  O4  SING N N 15 
CWK C4  C5  SING N N 16 
CWK C4  H4  SING N N 17 
CWK O4  HO4 SING N N 18 
CWK C5  O5  SING N N 19 
CWK C5  C6  SING N N 20 
CWK C5  H5  SING N N 21 
CWK C6  O6  SING N N 22 
CWK C6  H61 SING N N 23 
CWK C6  H62 SING N N 24 
CWK O6  HO6 SING N N 25 
CWK CAA CAB DOUB Y N 26 
CWK CAA CAF SING Y N 27 
CWK CAB CAC SING Y N 28 
CWK CAB HAB SING N N 29 
CWK CAC CAD DOUB Y N 30 
CWK CAC HAC SING N N 31 
CWK CAD CAE SING Y N 32 
CWK CAD CAG SING N N 33 
CWK CAE CAF DOUB Y N 34 
CWK CAE HAE SING N N 35 
CWK CAG CAH DOUB Y N 36 
CWK CAG CAL SING Y N 37 
CWK CAH CAI SING Y N 38 
CWK CAH HAH SING N N 39 
CWK CAI CAJ DOUB Y N 40 
CWK CAI HAI SING N N 41 
CWK CAJ CAK SING Y N 42 
CWK CAJ CAN SING N N 43 
CWK CAK CAL DOUB Y N 44 
CWK CAK HAK SING N N 45 
CWK CAL HAL SING N N 46 
CWK CAN NAO TRIP N N 47 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
CWK SMILES           ACDLabs              12.01 "N#Cc1ccc(cc1)c3ccc(OC2OC(C(O)C(O)C2O)CO)c(Cl)c3"                                                                                                         
CWK InChI            InChI                1.03  "InChI=1S/C19H18ClNO6/c20-13-7-12(11-3-1-10(8-21)2-4-11)5-6-14(13)26-19-18(25)17(24)16(23)15(9-22)27-19/h1-7,15-19,22-25H,9H2/t15-,16-,17+,18+,19+/m1/s1" 
CWK InChIKey         InChI                1.03  NJQGFQIHQPLUNX-GFEQUFNTSA-N                                                                                                                               
CWK SMILES_CANONICAL CACTVS               3.385 "OC[C@H]1O[C@H](Oc2ccc(cc2Cl)c3ccc(cc3)C#N)[C@@H](O)[C@@H](O)[C@@H]1O"                                                                                    
CWK SMILES           CACTVS               3.385 "OC[CH]1O[CH](Oc2ccc(cc2Cl)c3ccc(cc3)C#N)[CH](O)[CH](O)[CH]1O"                                                                                            
CWK SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1C#N)c2ccc(c(c2)Cl)O[C@@H]3[C@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O"                                                                                 
CWK SMILES           "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1C#N)c2ccc(c(c2)Cl)OC3C(C(C(C(O3)CO)O)O)O"                                                                                                       
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
CWK "SYSTEMATIC NAME" ACDLabs              12.01 "3'-chloro-4'-(alpha-D-mannopyranosyloxy)biphenyl-4-carbonitrile"                                                   
CWK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[3-chloranyl-4-[(2R,3S,4S,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-phenyl]benzenecarbonitrile" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
CWK "Create component" 2014-03-10 EBI  
CWK "Modify atom id"   2014-03-25 EBI  
CWK "Initial release"  2015-02-25 RCSB 
# 
